Senior Product Manager, AI Strategy & Integration

Role Description

The Mission: We aren't just adding a chatbot and calling it a day. We are rebuilding the DNA of our platform with Artificial Intelligence at the core. As a Senior Product Manager, you will be the connective tissue between cutting-edge technology and real-world utility. Your goal is to ensure AI isn't a siloed "innovation project" but a fundamental driver of value across every module of our InsuranceNow product. You’ll work with cross-functional teams to identify where AI can automate the mundane, augment the complex, and provide decision support that feels like magic (but is actually just great engineering).

What You’ll Do

• Strategic Transformation: Assess products and workflows to identify high-impact opportunities for AI-enabled processes and use cases. You’ll map use cases to clear outcomes and define the necessary guardrails.
• Cross-Functional AI Evangelism: Partner with PMs across all areas of the product to "AI-enable" their roadmaps. You are the internal consultant who helps them see the "how" and "why" of AI workflows and orchestration.
• Technical Guidance & Evaluation: You’ll run lean experiments and evaluations with rigorous success criteria to prove value before scaling, and guide other PMs on how to run experiments and evals in their product areas.
• Operational Excellence: Get your hands dirty. Triage user feedback, reproduce issues, file crystal-clear bugs, and maintain a high standard of backlog hygiene for AI-specific work.
• Industry Influence: Help shape the future of our product and set the standards for how AI is applied within the industry.

Technical & Strategic Expertise

• AI Proficiency: Deep working knowledge of LLMs, RAG, Agentic design and concepts, evaluations, and prompt engineering. Experience with Claude Code and writing skills are a plus.
• Experimentation: Ability to design and run "small-bet" evaluations to validate AI performance and results.
• System Design: Mapping complex business logic to AI-driven workflows.
• P&C Knowledge: (A major plus) Understanding the nuances of Property & Casualty insurance, or other highly regulated industry.

What You Bring

• Proven AI Track Record: You’ve built and shipped AI products that solve real-world problems—not just prototypes.
• The "AI-First" Mindset: Demonstrated ability to embrace AI tools in your own workflow to drive your own productivity and innovation.
• Data-Driven Intuition: You use insights, not just intuition to make decisions and continuously improve the product.
• Communication Mastery: You can explain RAG to a stakeholder and ROI to an engineer without losing anyone in translation.
• Adaptability: You thrive in the "grey area" of emerging tech and can pivot when the data (or the model) changes.

Bonus Points

• You have experience navigating the regulatory and data privacy complexities of the P&C Insurance industry.

Why Join Us?

You won't just be managing a backlog; you'll be defining how an entire industry interacts with technology. If you’re tired of "AI for the sake of AI" and want to build things that actually work, we should talk.

Salary and Benefits

The US base salary range for this full-time position is $138,000 - $208,000. Your base pay will depend on your experience, skills, education, training, and location among other factors. All full-time positions or part-time roles working 30 hours or more a week at Guidewire are eligible for benefits that support their health and well-being including:

• Health, dental, and vision insurance
• Paid time off
• Company sponsored retirement plan

In addition, some roles may be eligible for the annual company bonus plan, commissions, and/or long term incentive awards which are contingent on a variety of factors including, but not limited to, company and employee performance.

Disability Accommodations

Guidewire provides accommodations to the hiring process to create a fair opportunity for candidates with disabilities to contend for open positions. Accommodation requests should be directed to View email address on remotive.com .

If things do not go as hoped, we invite you to use our appeals process. Guidewire promises to independently review any denied accommodation and any decision not to offer you the position. The appeals process is the same in either case. Within five business days of receiving a notice of denial of an accommodation, or receiving a notice of your non-selection for a vacancy, e-mail View email address on remotive.com to make an appeal. Guidewire will assign a new decision-maker to review the request and/or hiring decision, who will then notify you in writing of a decision within 10 business days.